NP-MRD: Showing NP-Card for methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthrene-1-carboxylate (NP0183569)

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Record Information

Version

2.0

Created at

2022-09-03 22:30:08 UTC

Updated at

2022-09-03 22:30:08 UTC

NP-MRD ID

NP0183569

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthrene-1-carboxylate

Description

Methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-tetradecahydrophenanthrene-1-carboxylate belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthrene-1-carboxylate is found in Erythrophleum lasianthum. Based on a literature review very few articles have been published on methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-tetradecahydrophenanthrene-1-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042200302D          

 43 46  0  0  0  0            999 V2000
   -1.8805   -2.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1053   -2.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -3.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -3.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -3.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8230    0.0809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855    0.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7770   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -1.3480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270    0.0809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -4.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -4.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  4  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 27 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 24 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 22 43  1  0  0  0  0
  5 43  1  0  0  0  0
M  END

     RDKit          3D

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   -0.8455   -1.0893    4.4482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8918   -1.2880    3.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6293   -0.4766    2.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2639    0.4581    2.7348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6526   -0.7237    0.7090 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2509   -2.1169    0.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2329   -0.7022    0.2554 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0313   -1.6366   -0.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8460   -2.2566   -1.4848 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4157   -1.7974   -1.3036 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7466   -3.0977   -0.9109 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2813   -0.7923   -0.6654 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5206   -0.6405   -1.5998 C   0  0  2  0  0  0  0  0  0  0  0  0
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    4.2587    0.5198   -1.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3105    0.7328   -0.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3685    2.1811   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5741    1.8021   -1.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0705    1.5208   -1.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7209    0.5955   -0.5304 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2562    0.6511   -0.1960 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.5863    1.0127   -1.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0377    0.8459   -1.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5539    0.2427    0.0325 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7614   -0.3724   -0.2823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8745    0.1115    0.3763 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7904    0.7184   -0.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8520   -0.0462   -0.8340 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6277    0.6743   -1.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6880   -0.1848   -2.2776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7318   -0.4580    0.3343 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.7473    0.4704    0.4488 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.8927    0.8550    2.1700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4918   -0.8564    1.3172 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.1232   -2.6127   -1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2598   -0.1755    1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1558   -1.5951    0.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6508    2.3461    1.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2300    1.8824    1.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3574    1.6674   -0.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8486    1.8771   -1.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9914    3.9490   -0.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8975    2.6196   -1.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8182    1.8995   -2.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499    1.2149   -2.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6615    2.5272   -1.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2724    1.0397    0.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4244    0.2642   -2.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8286    1.0310    0.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4551    0.9430    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4563   -0.9779   -1.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0677    1.6176   -1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9275    0.8005   -2.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3035    0.3510   -2.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1329   -1.4650    0.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1919    0.4298    1.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3366   -1.1049    2.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9328    0.7942    3.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9455   -0.9562    2.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  1
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 43 90  1  0
M  END


  Mrv1652309042200302D          

 43 46  0  0  0  0            999 V2000
   -1.8805   -2.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1053   -2.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -3.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -3.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -3.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8230    0.0809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855    0.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -1.3480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270    0.0809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -4.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -4.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  4  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 27 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 24 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 22 43  1  0  0  0  0
  5 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0183569

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1(C)C(CCC2(C)C3CCC(=CC(=O)N(C)CCO)C(C)C3C(O)C(=O)C12)OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C30H47NO12/c1-14-15(12-19(34)31(4)10-11-32)6-7-16-20(14)22(36)24(38)26-29(16,2)9-8-18(30(26,3)28(40)41-5)43-27-25(39)23(37)21(35)17(13-33)42-27/h12,14,16-18,20-23,25-27,32-33,35-37,39H,6-11,13H2,1-5H3

> <INCHI_KEY>
DYNYPTPHUFKWRF-UHFFFAOYSA-N

> <FORMULA>
C30H47NO12

> <MOLECULAR_WEIGHT>
613.701

> <EXACT_MASS>
613.309825957

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
64.5803360880875

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-tetradecahydrophenanthrene-1-carboxylate

> <JCHEM_LOGP>
-1.2241599620000014

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.909315232614908

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.160537509729291

> <JCHEM_PKA_STRONGEST_BASIC>
-0.018091597198230724

> <JCHEM_POLAR_SURFACE_AREA>
203.52

> <JCHEM_REFRACTIVITY>
150.6946

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthrene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.510  -5.247   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.063  -4.720   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.883  -5.710   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.151  -7.227   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.564  -5.184   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.831  -6.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.206  -3.850   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.746  -3.850   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.516  -2.516   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.056  -2.516   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.826  -1.183   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.366  -1.183   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -7.136   0.151   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.056   0.151   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -4.826   1.485   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.516   0.151   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.746   1.485   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.746  -1.183   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.206  -1.183   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.564  -2.516   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.104  -2.516   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.874  -3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.644  -2.516   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.414  -3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.184  -2.516   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.724  -2.516   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.494  -3.850   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.034  -3.850   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.804  -2.516   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.034  -1.183   0.000  0.00  0.00           O+0
HETATM   31  N   UNK     0      11.344  -2.516   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      12.114  -3.850   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.114  -1.183   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.654  -1.183   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      14.424   0.151   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.724  -5.184   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.494  -6.517   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.184  -5.184   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.414  -6.517   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       5.184  -7.851   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       2.874  -6.517   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       2.104  -7.851   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       2.104  -5.184   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   43                                             
CONECT    6    5                                                            
CONECT    7    5    8   20                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    9   19                                                  
CONECT   19   18                                                            
CONECT   20    7   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   43                                             
CONECT   23   22                                                            
CONECT   24   22   25   38                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   36                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   27   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   24   39                                                  
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   22    5                                                  
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

View in JSmol

Synonyms

Value	Source
Methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-tetradecahydrophenanthrene-1-carboxylic acid	Generator

Chemical Formula

C₃₀H₄₇NO₁₂

Average Mass

613.7010 Da

Monoisotopic Mass

613.30983 Da

IUPAC Name

methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-tetradecahydrophenanthrene-1-carboxylate

Traditional Name

methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthrene-1-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1(C)C(CCC2(C)C3CCC(=CC(=O)N(C)CCO)C(C)C3C(O)C(=O)C12)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C30H47NO12/c1-14-15(12-19(34)31(4)10-11-32)6-7-16-20(14)22(36)24(38)26-29(16,2)9-8-18(30(26,3)28(40)41-5)43-27-25(39)23(37)21(35)17(13-33)42-27/h12,14,16-18,20-23,25-27,32-33,35-37,39H,6-11,13H2,1-5H3

InChI Key

DYNYPTPHUFKWRF-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Erythrophleum lasianthum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal glycosides

Alternative Parents

Substituents

Diterpene glycoside
Steroidal glycoside
Cassane diterpenoid
Diterpenoid
6-hydroxysteroid
Hydroxysteroid
7-oxosteroid
Oxosteroid
Terpene glycoside
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Hydrophenanthrene
Phenanthrene
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Oxane
Fatty acyl
Monosaccharide
Cyclic alcohol
Tertiary carboxylic acid amide
Methyl ester
Carboxamide group
Carboxylic acid ester
Secondary alcohol
Ketone
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Oxacycle
Acetal
Alkanolamine
Carboxylic acid derivative
Polyol
Alcohol
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Primary alcohol
Carbonyl group
Organonitrogen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.2	ChemAxon
pKa (Strongest Acidic)	12.16	ChemAxon
pKa (Strongest Basic)	-0.018	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	203.52 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	150.69 m³·mol⁻¹	ChemAxon
Polarizability	64.58 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163048575

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthrene-1-carboxylate (NP0183569)

MOL for NP0183569 (methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthrene-1-carboxylate)

3D MOL for NP0183569 (methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthrene-1-carboxylate)

3D SDF for NP0183569 (methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthrene-1-carboxylate)

3D-SDF for NP0183569 (methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthrene-1-carboxylate)

PDB for NP0183569 (methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthrene-1-carboxylate)

3D PDB for NP0183569 (methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthrene-1-carboxylate)

SMILES for NP0183569 (methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthrene-1-carboxylate)

INCHI for NP0183569 (methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthrene-1-carboxylate)

Structure for NP0183569 (methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthrene-1-carboxylate)

3D Structure for NP0183569 (methyl 9-hydroxy-7-{[(2-hydroxyethyl)(methyl)carbamoyl]methylidene}-1,4a,8-trimethyl-10-oxo-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthrene-1-carboxylate)